Mayr's Database of Reactivity Parameters

Carbanions in DMSO

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Name Solvent Reactivity
Parameters
Classification Reference
(title or year)
(EtO)2P(O)CH(-)CN (in DMSO)
*
DMSO

N  Param.: 18.57

sN Param.: 0.66
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
(EtO)2P(O)CH(-)CO2Et (in DMSO)
*
DMSO

N  Param.: 19.23

sN Param.: 0.65
***J. Am. Chem. Soc. 2009, 131, 704-714
10.1021/ja8056216
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)
C6H9O5*
DMSO

N  Param.: 20.08

sN Param.: 0.74
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)
C7H10FO4*
DMSO

N  Param.: 20.63

sN Param.: 0.76
***Angew. Chem. Int. Ed. 2016, 55, 12845-12848
10.1002/anie.201605616
1,3-diethyl-thiobarbiturate anion (in DMSO)
C8H11N2O2S*
DMSO

N  Param.: 14.90

sN Param.: 0.80
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1,3-dimethylbarbiturate anion (in DMSO)
C6H7N2O3*
DMSO

N  Param.: 17.46

sN Param.: 0.72
***J. Org. Chem. 2017, 82, 8476-8488
10.1021/acs.joc.7b01223
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
DMSO

N  Param.: 29.02

sN Param.: 0.49
**Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
DMSO

N  Param.: 26.95

sN Param.: 0.52
***Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)
*
DMSO

N  Param.: 29.10

sN Param.: 0.50
*Tetrahedron 2019, 75, 459-463
10.1016/j.tet.2018.1[...]
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO)
C15H25O3*
DMSO

N  Param.: 20.60

sN Param.: 0.63
***Eur. J. Org. Chem. 2015, , 7594-7601
10.1002/ejoc.201501107